Annapolis Sailing School

Box 3334, Annapolis, MD 21403 Get Directions
Phone: 410-267-7205
Toll Free: 800-638-9192
Annapolis Sailing Students on the Water
Learn to sail on the historic Chesapeake Bay with America's first sailing school. Children's and power boat instruction also available.
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TripAdvisor® Traveler Reviews

TripAdvisor Reviews
TripAdvisor Traveler Rating Based on 58 reviews
TripAdvisor Reviews
October 4, 2017
We came here for a wedding and it was gorgeous. Unique spot with beautiful views. Highly recommend and hope I get to come back!
TripAdvisor Reviews
September 26, 2017
What a great day! After easily postponing our rental date because of weather, we enjoyed a nice day of sailing around Annapolis harbor. My friend had never sailed before and now looks forward to...
TripAdvisor Reviews
September 14, 2017
Katy G
I completed the 101 Basic Keelboat Sailing. The course instructors (Gary and Anna for my group) were excellent, professional and bring joy to teaching/learning. The course is very thorough and well...